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Merck

G7384

Gallic acid

97.5-102.5% (titration)

Synonym(s):

3,4,5-Trihydroxybenzoic acid

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About This Item

Linear Formula:
(HO)3C6H2CO2H
CAS Number:
Molecular Weight:
170.12
UNSPSC Code:
12352205
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-749-9
Beilstein/REAXYS Number:
2050274
MDL number:
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biological source

plant fruit

Quality Segment

assay

97.5-102.5% (titration)

form

powder

technique(s)

HPLC: suitable

color

white to beige

mp

251 °C (dec.) (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

suitability

suitable for UV spectrophotometry and general use, suitable for absorption spectrum analysis

application(s)

agriculture
metabolomics
microbiology
vitamins, nutraceuticals, and natural products

SMILES string

OC(=O)c1cc(O)c(O)c(O)c1

InChI

1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)

InChI key

LNTHITQWFMADLM-UHFFFAOYSA-N

General description

Gallic acid, also known as 3,4,5-Trihydroxybenzoic acid, is a natural polyhydroxyphenolic compound commonly found in many fruits and plants, including grapes, tea, and oak bark, either in the free acid form or esterified as gallotannins and ellagitannins. Existing research suggests that this plant-derived metabolite is an astringent, a cyclooxygenase-2 (COX-2) and histone acetyltransferase inhibitor, and an apoptosis inducer with various biological activities. These activities include antioxidant, antifungal, gastroprotective, neuroprotective, cardioprotective, antimicrobial, anti-inflammatory, anti-tumor, anti-tyrosinase, and anticancer effects.

Application

Gallic acid has been used:
  • as a standard for the quantification of extractable phenolics by external calibration
  • as a standard to determine the total tannin content of oak root powder using the Folin-Ciocalteu method
  • as a phenolic acid to study it′s in vitro antiviral, antibacterial, cytotoxicity and antifungal activities

Gallic acid is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical and biochemical research.

Biochem/physiol Actions

Gallic acid is a water soluble phenolic acid present in grapes and in the leaves of many plants. Gallic acid esters, such as tannins, catechin gallates and aliphatic gallates are potent antioxidants in vitro. However, gallic acid itself also appears to have antioxidant, anticarcinogenic and antiangiogenic activity in vitro.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Other Notes

For additional information on our range of Biochemicals, please complete this form.


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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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